1,4-dihydroxy-9,10-dioxoanthracene-2-acetic acid | 69016-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4-dihydroxy-9,10-dioxoanthracene-2-acetic acid
• 英文别名: (1,4-dihydroxy-9,10-dioxo-9,10-dihydro-[2]anthryl)-acetic acid；(1,4-Dihydroxy-9,10-dioxo-9,10-dihydro-[2]anthryl)-essigsaeure；(1,4-Dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)acetic acid；2-(1,4-dihydroxy-9,10-dioxoanthracen-2-yl)acetic acid
• CAS: 69016-66-6
• 化学式: C₁₆H₁₀O₆
• 分子量: 298.252
• InChiKey: AZVVZFKVFICRHH-UHFFFAOYSA-N

物化性质

• 熔点：
  248-250 °C
• 沸点：
  613.6±55.0 °C(Predicted)
• 密度：
  1.626±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4-dihydroxy-9,10-dioxoanthracene-2-acetic acid 生成 1,4-二羟基-2-甲基蒽-9,10-二酮
  参考文献：
  名称：

  Accumulation in Dasuopu ice core in Qinghai-Tibet Plateau and solar activity

  摘要：

  The time series of accumulation in recent 300 years correlated well with solar activity in Dasuopu ice core. Results of spectrum analysis on the accumulation time series of the Dasuopu ice core shows that there are some periods that coincide with the periods of solar activity. By comparing the long-time change trend of the accumulation in the Dasuopu ice core with various kinds of indexes of solar activity intensity, a negative correlation is found between the trend and solar activity.

  DOI：

  10.1007/bf02884987
• 作为产物：
  描述：

  1,4-二羟基蒽醌 在 sodium hydroxide 、 三乙胺 作用下， 以 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 1,4-dihydroxy-9,10-dioxoanthracene-2-acetic acid
  参考文献：
  名称：

  Gorelik, M. V.; Mishina, E. V., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 533 - 540

  摘要：

  DOI：

文献信息

• Preparation and evaluation of 2-substituted anthraquinones based on the anthracyclines
  作者：Stephen Bennett、Derek Sharples、Jeffrey R. Brown

  DOI：10.1021/jm00346a008

  日期：1982.4

  Anthraquinones substituted at the 2 position with a basic side chain were prepared, and their binding to DNA was evaluated. All compounds showed an intercalative mode of binding to DNA; 1,4-dihydroxy derivatives bound more strongly than 1-hydroxy or nonhydroxylated compounds. Greatest DNA-binding activity was found where there were five atoms between the anthraquinone ring and the basic nitrogen.
• Gorelik, M. V.; Mishina, E. V., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 533 - 540
  作者：Gorelik, M. V.、Mishina, E. V.

  DOI：——

  日期：——
• GORELIK, M. V.;MISHINA, E. V., ZH. ORGAN. XIMII, 1983, 29, N 3, 607-615
  作者：GORELIK, M. V.、MISHINA, E. V.

  DOI：——

  日期：——
• KROHN K.; HEMME C., LIEBIGS ANN. CHEM., 1979, NO 1, 35-42
  作者：KROHN K.、 HEMME C.

  DOI：——

  日期：——
• Accumulation in Dasuopu ice core in Qinghai-Tibet Plateau and solar activity
  作者：Keqin Duan、Ninglian Wang、Yuefang Li、Weizheng Sun

  DOI：10.1007/bf02884987

  日期：2000.6

  The time series of accumulation in recent 300 years correlated well with solar activity in Dasuopu ice core. Results of spectrum analysis on the accumulation time series of the Dasuopu ice core shows that there are some periods that coincide with the periods of solar activity. By comparing the long-time change trend of the accumulation in the Dasuopu ice core with various kinds of indexes of solar activity intensity, a negative correlation is found between the trend and solar activity.